JP2003505478A - Herbicide composition - Google Patents

Abstract

  (57) [Summary] Amidoalkylamine oxide, optionally mixed with ether alkoxylate, amphoteric surfactant, chelating agent, solvent, hydrotrope, and / or wetting agent, is used to prepare a glyphosate solution concentrate .

Description

Detailed Description of the Invention

The present invention relates to concentrated herbicidal compositions containing water-soluble glyphosate salts and a surfactant.

Numerous compositions have been proposed which provide N- (phosphonomethyl) glycerin, an alias glyphosate, as a concentrated aqueous solution with a synergistic surfactant to aid wetting and penetration. Such a composition is diluted with water,
Supplied to grasses. Heretofore, cost-effective surfactants for the above purposes have been ethoxylated amines. However, this compound is bioenvironmentally toxic and poorly biodegradable. Therefore, there is a need for a more environmentally benign alternative to amine ethoxylates.

Factors that influence the choice of surfactants are glyphosate (g), which is moisturizing power, synergistic herbicidal properties, environmental aspects, and at the highest concentration possible, but at a cost advantage.
lyphosate) and the ability to form stable solutions. Of particular importance is low foamability. Many surfactants have poor foaming properties. This not only makes handling more difficult, but also adversely affects the biocidal effect. WO 97/36491 proposes the use of trihydrocarbyl amine oxide. However, it has been found that at environmentally desirable concentrations, this material results in a composition whose viscosity is unsatisfactory.

The inventors have found that ether carboxylates meet most of the above criteria and give a particularly enhanced biocidal effect, but their solubility in concentrated glyphosate solutions is insufficient. did. The inventors have also found that betaine can dissolve ether carboxylates, but the high concentrations of salts normally present with betaine tend to precipitate glyphosate. Desalted betaines are available but expensive.

The inventors have found that certain alkylamidoamine oxides meet most of the above criteria, are soluble, act as co-surfactants and are capable of dissolving ether carboxylates.

The present invention provides a water-soluble glyphosate salt from 30% by weight to saturation, and from 10 to 100% by weight of the total surfactant of alkyl and / or alkenylamidoamine oxides of the formula:

[0007]

[Chemical 2]

Wherein R is a C _6-20 alkyl or alkenyl group, m is 1 to 4, p and q are independently 0 to 3; and 0 to 90% by weight of the total surfactant. The present invention provides a herbicidal composition containing 8 to 20% by weight of a surfactant containing the ether carboxylate.

Glyphosate is preferably present as its potassium, ammonium salt, C _2-3 amine salt or mono- or diethanolamine salt, or a mixture of two or more of said salts. Particularly preferred is the isopropylamine salt.

It is preferable that (the number of carbon atoms of m + R) is 7 to 19 and p and q are 0. More preferably m is 2 and optimally 3. Desirably R is 8 or 10. Amine oxides in which the amidoalkyl groups are predominantly of the same length are particularly suitable. Particularly preferred are N-octanoamidopropyl-N, N-dimethylamine oxide, and N-decanoamidopropyl-N,
It is N-dimethylamine oxide. Amine oxides may optionally be derived from coconut or palm fatty acids. Particularly preferred is a topped fraction distilled in the early stage of distillation, that is, one in which high molecular weight components such as C14 + are removed or reduced.

Further, the amine oxide accounts for 20% by weight or more, preferably 30% by weight of the total surfactant.
It is preferred to constitute more than wt%, especially 40-80 wt%.

The presence of ether carboxylate is preferred. This is because it enhances the biocidal action. Ether carboxylate is 10% by weight of total surfactant
Above, preferably more than 20% by weight, particularly preferably more than 30% by weight.

[0013] ether carboxylate has the formula _{RO [(CH 2) n O} ] m CH 2 CO - ₂ (wherein, R is alkenyl phenol group having from 8 to 20 aliphatic carbon atoms, an alkenyl group or an alkyl group Yes, n is 2-4, preferably 2, m is 1-30
, Preferably 2 to 20, such as 3 to 10) alkylalkenyl or alkaryl polyalkoxycarboxylates. The counterion can include sodium but is preferably potassium, ammonium or a C2-3 amine or alkanolamine, for example. Although particularly narrow-cut, C8 and C10 alkyl polyethoxycarboxylates are preferred.

The surfactant may further include an amphoteric surfactant. Amphoteric surfactants are, for example, betaines, for example of the formula R ₃ N ⁺ CH ₂ COO, where each R is an alkyl, cycloalkyl, alkenyl or alkaryl group, preferably at least 1
Optimally no more than one R has an average of 6 to 14, for example 8 to 10 aliphatic carbon atoms, and R has an average number of carbon atoms of 1 to 4 with respect to each other). It may also contain so-called "imidazoline" betaine represented by the following formula.

[0015]

[Chemical 3]

Where R and R ′ are alkyl, alkenyl, cycloalkyl, alkaryl, or alkanol groups having an average of 1 to 20 aliphatic carbon atoms, preferably R is an average of 6 to 20, eg 8 Has 14 to 14 aliphatic carbon atoms and R'is 1 to 4
Have carbon atoms of)

In fact, "imidazoline" betaines are generally present substantially entirely as acyclic N-amido-alkyl betaines. Other double-sided agents that can be used in the present invention include alkylaminopolyalkoxysulfates, sulfobetaines and other quaternary amines or quaternary imidazoline sulfonic acids and their salts, and zwitterionic surfactants such as N2. - alkyl taurine, carboxylated amido amines, for example ^{_{RCONH (CH 2) n n +}} R '2 CH 2 CO - 2 ( wherein, n 2-4
) And amino acids (in each case having a hydrocarbon group capable of providing a surface-active effect). Typical examples are 2-tallowalkyl, 1-tallowamidoalkyl, 1-carboxymethylimidazoline, 2-coconutalkyl N-carboxymethyl2 (hydroxyalkyl) imidazoline, coconutamidopropyldimethylbetaine, and C12-14alkyldimethylbetaine. Including. In general, according to the present invention, any dual moiety comprising a hydrophobic moiety containing a C8-20 alkyl or alkenyl group and a hydrophilic moiety containing an amine or quaternary ammonium group and a carboxylate, sulfate or sulfonic acid group. Zwitterionic or water-soluble amphoteric surfactants can be used.

The amphoteric surfactant may make up 0 to 90% by weight, usually less than 90% by weight, preferably less than 70% by weight and especially less than 50% by weight, based on the total surfactant.

When an amphoteric surfactant is selected, sodium glyphosphate (sodium glyph
It is particularly preferred to have a low sodium content in order to avoid precipitation of osphate). The sodium ion concentration in the composition should specifically be less than 0.035%, based on the total weight of the composition.

The surfactant preferably consists essentially of amine oxide, ether carboxylate, and optionally amphoteric surfactant. However, small amounts, for example up to 15% by weight, preferably less than 10% by weight, of other surfactants (eg nonionic surfactants such as alkyl ethoxylates, alkanolamides, alkyl ethers, alkyl ethers) Sulphates, alkyl sulphates,
It does not exclude the presence of anionic surfactants such as alkylbenzene sulfonates and soaps. It is particularly preferable that the wetting agent is contained in an amount of 15% by weight or less.

The composition can include chelating agents or sequestering agents to enhance performance in hard water. For example, calcium and / or magnesium sequestrants such as phosphates, polyphosphates, polycarboxylates, aminocarboxylates, phosphonates, especially aminophosphonates, can be present in effective amounts. More specifically, potassium pyrophosphate, sodium tripolyphosphate, ammonium hexametaphosphate, citric acid, polyacrylic acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, acetodiphosphonic acid, aminotris (methylenephosphonic) acid, ethylenediaminetetrakis ( Methylene phosphonic acid), especially diethylene tramine pentakis (methylene phosphonic acid).

The chelating agent can be present in the acid form or as a water-soluble salt, but for the reasons given above it is preferred to limit the amount of sodium. Thus, if a chelating agent is present, the chelating agent as a salt is potassium,
It is preferably present as an ammonium salt or an amine or alkanolamine salt. The chelating agent is preferably present in a concentration of 0.05 to 5%, especially 0.1 to 1%, for example 0.2 to 0.5%.

The concentrate of the solution usually does not require the presence of a solvent, but does not exclude the presence of the solvent and is derived from the components of the blend of surfactants used to prepare the concentrate of the solution. Can include things.

It is generally preferred to use the surfactants used in the preparation of solution concentrates in the form of concentrated blends. The blend will require a small amount of solvent for stability. Typically the blend is 10-70% by weight of the blend,
Preferably 20-60%, such as 30-50% ether carboxylate; 2
0 to 80%, preferably 30 to 70%, such as 40 to 60% amidoalkylamine oxide; 3 to 50%, preferably 5 to 40%, such as 10 to 30% solvent.

The solvent is in particular a water-miscible mono-, di- or polyhydric alcohol or glycol ether, such as ethanol, isopropanol, ethylene glycol, glycerol, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, preferably polyethylene glycol. is there. The polyethylene glycol preferably has an average molecular weight of 90 to 300, for example 130 to 250.

Optionally, the surfactant blend comprises a minor amount of hydrotrope such as a C1-5 alkyl benzene sulfonate, eg potassium, ammonium or amine xylene sulfonate, which optionally exhibits gelation. You can
The small amount should be 0.1-5% by weight of the blend, which will achieve the desired effect.

The present invention relates to the use of a blend of surfactants comprising ether carboxylate and amidoalkylamine oxide for the preparation of a glyphosphate liquid concentrate, said aqueous blend used for preparing said concentrate. , And a spray solution prepared by dissolving a concentrate of the solution with water.

The pH of the solution concentrate is 3 to 7, preferably 4 to 6, for example 4.5 to 5.5 with a base that does not precipitate glyphosate, for example a base such as ammonia or an amine.
It is preferable to adjust

The invention is further described by the following examples. Glyphosate was used as the isopropylamine salt, and the weight of glyphosate was all stated as acid equivalent (g) per liter of solution. Surfactant and glycol solution 1
All are given as active substance (g) per liter.

“EMPICOL” is a product name of Albright & Wilson UK limited. CVE is a C8 alkyl 5 mole ethoxycarboxylate. CVH is a C8 alkyl 8 mole ethoxycarboxylate. "C8 amidoamine oxide" is N-octanoamidopropyl-N, N dimethylamine oxide. "C10 amidoamine oxide" is N-decanoamidopropyl-N, N dimethylamine oxide.

Example 1 Glyphosate 360 C8 Amidoamine Oxide 75 "EMPICOL" CVE 75 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 2 Glyphosate 360 C8 Amidoamine Oxide 50 "EMPICOL" CVE 100 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 3 Glyphosate 360 C8 Amidoamine Oxide 43 "EMPICOL" CVE 107 Water up to 1 liter Ammonia solution up to pH 5

Example 4 Glyphosate 360 C8 Amidoamine oxide 35.7 "EMPICOL" CVE 89.3 Water up to 1 liter Ammonia solution up to pH 5

Example 5 Glyphosate 360 C8 Amidoamine Oxide 75 "EMPICOL" CVH 75 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 6 Glyphosate 360 C10 Amidoamine Oxide 75 "EMPICOL" CVE 75 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 7 Glyphosate 360 C10 Amidoamine Oxide 50 "EMPICOL" CVE 100 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 8 Glyphosate 360 C10 Amidoamine Oxide 75 "EMPICOL" CVH 75 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 9 Glyphosate 360 "EMPICOL" CVH 100 C10 Amidoamine Oxide 50 "BRIQUEST" 301-50A 5.5 PEG200 40 Water Up to 1 liter Ammonia Solution Up to pH 5

Example 10 Glyphosate 360 "EMPICOL" CVH 69.1 C10 Amidoamine oxide 50 "EMPILAN" KI6.5 5.5 PEG200 40 Water 1 liter Ammonia solution pH 5

The above composition was a transparent and stable solution having extremely low foaming property as compared with the conventional commercial products. In each example, each composition was prepared from ether carboxylate (supplied as an 85% aqueous solution), amine oxide (as a 40% aqueous solution) and any solvent, chelating agent, or wetting agent. The blend, which contained glyphosate, was readily dispersed and stable in water. The pH of the composition was finally adjusted with ammonia.

─────────────────────────────────────────────────── ─── Continued front page    (81) Designated countries EP (AT, BE, CH, CY, DE, DK, ES, FI, FR, GB, GR, IE, I T, LU, MC, NL, PT, SE), OA (BF, BJ , CF, CG, CI, CM, GA, GN, GW, ML, MR, NE, SN, TD, TG), AP (GH, GM, K E, LS, MW, MZ, SD, SL, SZ, TZ, UG , ZW), EA (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM), AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BY, BZ, C A, CH, CN, CR, CU, CZ, DE, DK, DM , DZ, EE, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, K E, KG, KP, KR, KZ, LC, LK, LR, LS , LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NO, NZ, PL, PT, RO, R U, SD, SE, SG, SI, SK, SL, TJ, TM , TR, TT, TZ, UA, UG, US, UZ, VN, YU, ZA, ZW F term (reference) 4H011 AB01 BA05 BB17 BC06 BC17                       BC19 DA02 DA13 DD03 DE15                       DH03

Claims (11)

[Claims] 1. A water-soluble glyphosate salt from 30% by weight to saturation and from 10 to 100% by weight of the total surfactant of an alkyl and / or alkenylamidoamine oxide of the formula: (Wherein R is a C _6-20 alkyl or alkenyl group, m is 1 to 4, p and q are independently 0 to 3); and 0 to 90% by weight of ether carboxy of the total surfactant weight. A herbicidal composition containing 8 to 20% by weight of a surfactant containing a rate. 2. The composition according to claim 1, wherein glyphosate is present as its ammonium salt, C _2-3 amine salt or methosulphate salt. 3. The composition according to claim 1, further comprising an amphoteric surfactant. 4. The composition according to claim 1, which contains a wetting agent in an amount of 15% by weight or less. 5. A composition according to claim 1, which comprises up to 5% by weight of a chelating agent. 6. A composition according to claim 5, wherein the chelating agent is aminophosphate. 7. The composition according to claim 1, which has a pH of 4.5 to 5.5. 8. The chemical formula RO [CH ₂ CH ₂ O] _m CH ₂ CO ₂ M (wherein R is 6
10% or more of an ether carboxylate which is a compound of an alkenylphenol group having 20 to 20 aliphatic carbon atoms, an alkenyl group or an alkyl group, m is 1 to 30, and M is potassium, ammonium or an amine). The composition according to any one of claims 1 to 7, which comprises: 9. Use of a blend of surfactants comprising an alkyl ether carboxylate and an amidoalkylamine oxide to prepare a glyphosate liquid concentrate. 10. Based on said blend, 10-70% by weight ether carboxylate, 20-80% by weight amidoalkylamine oxide and 5-4.
An aqueous blend of surfactants for use according to claim 9 comprising 0% by weight of water miscible mono-, di- or polyhydroxy alcohols or alcohol ethers. 11. A herbicide spray solution prepared by dissolving a concentrate of the composition according to any one of claims 1 to 8 in water.